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Abdul Rohman1*, Mohamad Rafi2, Gemini Alam3, Muchtaridi Muchtaridi4, Anjar Windarsih5
1
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Gadjah Mada University, Yogyakarta, Indonesia.
2
Department of Chemistry, Faculty of Mathematics and Natural Sciences, Bogor Agricultural University, Kampus IPB Dramaga, Bogor, Indonesia.
3
Faculty of Pharmacy, Hasanuddin University, Makassar, Indonesia.
4
Department of Pharmaceutical Analysis and Medicinal Chemistry, Faculty of Pharmacy, Universitas Padjadjaran, Sumedang, Indonesia.
5
Research Unit for Natural Product Technology (BPTBA), Indonesian Institute of Sciences (LIPI), Yogyakarta, Indonesia.
© 2019 Abdul Rohman et al. This is an open access article distributed under the terms of the Creative Commons Attribution 4.0 International License
(https://creativecommons.org/licenses/by/4.0/).
048 Rohman et al. / Journal of Applied Pharmaceutical Science 9 (08); 2019: 047-052
Figure 1. Some chemical compounds isolated from rind and seed of mangosteen fruit.
activities using radicals of 1,1-diphenyl-2-picrylhydrazyl activities were expressed with inhibition concentration of 50% of
(DPPH) and 2,2-azinobis(3-ethylbenzothia-zoline-6-sulfonic radical (IC50). The lower IC50 indicated the more active of evaluated
acid) diammonium salt (ABTS) cation, superoxide anion (O2•-), samples. Hexane fraction showed the most active antiradical with
nitric oxide (•NO), peroxynitrite (ONOO-), and hydroxyl radical IC50 of 3.62 ± 0.04 µg/ml, followed by 70% ethanol extract, 96%
(•OH), the deoxyribose assay, oxygen radical absorbance capacity ethanol extract, and ethyl acetate extract with IC50 values of 6.56 ±
(ORAC), chelating activity using ferrous ion (Fe2+), ferric reducing 0.31, 7.48 ± 0.19, and 13.29 ± 0.12 µg/ml, respectively.
antioxidant power (FRAP), phosphomolybdenum method, Palakawong et al. (2010) have evaluated the 50%
cytochrome c reducing capacity, ferric thiocyanate method, and ethanolic extracts of peel, leaves, and bark of mangosteen. Among
thiobarbituric acid assay (Suttirak and Manurakchinakorn, 2012). these samples, the peel extract showed the highest antiradical
activities using DPPH radicals with IC50 of 5.94 µg/ml, followed
Radical scavenging activities using DPPH radical by bark 6.46 and leaves 9.44 µg/ml. However, the antioxidant
Among radicals used for modeling, the antioxidant of evaluated extracts was lower than that of vitamin C used as a
activities of samples in vitro, DPPH and ABTS radicals are the most positive control with IC50 of 4.30 µg/ml. This study obtained IC50
reported in scientific literature. The scavenging activity of DPPH values less than those reported by Weecharangsan et al. (2006)
radical measures the capability of evaluated samples to donate using the same extraction methods, in which 50% of ethanolic
hydrogen radicals to capture DPPH radical (DPPH•). The color extract of mangosteen peel was of 30.7 µg/ml. The difference in IC50
changes of DPPH solution from a deep purple to a light yellow as values could be explained that the used mangosteen samples were
indicated by decreased absorbance at 515–517 nm (Surveswaran in the different maturity stage, in which Palakawong et al. (2010)
et al., 2007). Phenolics and flavonoids are typical compounds used mangosteen in maturity stage of 3, while Weecharangsan
capable of donating radical hydrogens (Yu et al., 2007). Tjahjani et al. (2006) used the maturity stage of 5 or 6. Supiyanti et al.
et al. (2014) have evaluated DPPH radical scavenging activities of (2010) also reported that IC50 of ethanolic extract of mangosteen
ethanolic extracts (96% and 70%) and fractions of hexane, ethyl peel was about 8.56 µg/ml, while vitamin C as positive control had
acetate, butanol, and water of mangosteen peel. The antioxidant IC50 of 3.37 µg/ml.
050 Rohman et al. / Journal of Applied Pharmaceutical Science 9 (08); 2019: 047-052
The antiradical scavenging activity of mangosteen peel (DHR 123). In this procedure, DHR 123 is oxidized by native
extracts expressed by %inhibition has been used for comparative ONOO- and ONOO--derived from the peroxynitrite donor
studies of extracting solvents (methanol, ethanol, acetone, and 3-morpholinosydnonimine hydrochloride (SIN-1). The oxidized
aqueous). At the same concentration, aqueous extract exhibited the DHR 123 is then evaluated by the luminescence spectrophotometer
highest radical scavenging activity compared methanol, ethanol, using excitation wavelength of 480 nm and emission wavelength
and acetone with %inhibition of 67.45 ± 1.05%, 18.81 ± 1.44%, of 530 nm. The peroxynitrite scavenging activity could be related
46.97 ± 0.29%, and 9.19 ± 1.77%, respectively (Kamaludin et al., to the fluorescence intensities of oxidized DHR 123 (Zou et al.,
2016). DPPH radical assay was also used to compared 80% ethanol 2005). The radical activity was expressed as IC50 values. Jung
extract of peel and pulp of yellow mangosteen (Garcinia tinctoria), et al. (2006) have evaluated 14 compounds isolated from mangosteen
and the results showed that mangosteen peel had higher antiradical peel. Among these compounds, smeathxanthone A, γ-mangostin,
assay (IC50 of 48.8 µg/ml) than that of pulp (IC50 of 153.2 µg/ml). and gartanin showed the highest peroxynitrite radical scavenging
This result corresponds to the levels of total phenolic contents activities with IC50 values of 2.2, 8.0, and 9.1 µM, respectively. As
present in peel and pulp of mangosteen fruit (Arazo et al., 2011). positive control, DL-penicillamine had IC50 value of 3.1 µM.
Mangosteen peel extracts (ethanol 7%) has been
formulated as oral solution dosage forms and its antioxidant Ferric reducing power
properties have been assessed using DPPH radical scavenging Ferric reducing antioxidant power (FRAP) measures the
activity. Xanthones, the active compounds contained in mangosteen reducing power of samples. FRAP assay is relied on the ability
peel, are not soluble in water, therefore some co-solvents, namely, of the antioxidant to reduce Fe3+ to Fe2+ in the presence of TPTZ
polyethylene glycol (PEG) 400-glycerol (20–20, 20–40, 40–20, (2,4,6-tripyridyl-s-triazine) resulted an intense blue color of Fe2+-
40–40) are optimized intended to improve its solubility. Oral TPTZ complex with an absorption maximum at 593 nm (Yang
solution with the composition of co-solvents of PEG 400-glycerol and Zhai, 2010). Azima et al. (2014) have evaluated the reducing
(40:40) has the highest DPPH radical scavenging activity with power of mangosteen peel extracts. The sample preparation was
IC50 of 24.81 µg/ml (Sumarny et al., 2014). The IC50 obtained carried out by stirring samples in 100 mM citrate buffer (pH
was indeed lower than that of its extract due to the addition of 3.0) in the ration 1:4 for 10 minutes at 100oC. The filtrate were
co-solvents in the formula with no activity as radical scavenger. collected and evaporated by using rotary evaporator at 60oC and
114 mbar. The mangosteen peel extract had the highest FRAP with
ABTS radical scavenging activities FRAP value of 79.37 ± 0.77A mM/g Trolox equivalent antioxidant
ABTS (2,2′-azinobis(3-ethylbenzothiazoline-6-sulfonic capacity (TEAC) compared to guava peel extract (FRAP value of
acid)) radical scavenging method was used to confirm the results 25.66 ± 1.40 mM/g TEAC) and Clitoria ternatea extract (13.32 ±
obtained from DPPH radical scavenging since both methods are 0.28 mM/g TEAC). This antioxidant activity correlated with the
based on a similar antioxidant mechanism and both radicals used were contents of antocyanin.
soluble in polar solvents (methanol and ethanol). This assay measures In vivo antioxidant activity of 80% ethanolic extract of
the ability of antioxidants to scavenge stable radical cation ABTS + mangosteen has been evaluated by Samuagam et al. (2015). In
having blue-green color with maximum absorption at 734 nm which this study, rats were treated with mangosteen peel extracts for 14
decreases in its intensity due to the presence of antioxidants (Zhong and 30 days with dose of 100 mg/kg/day, orally, and the liver was
and Shahidi, 2015). The ABTS scavenging activity of mangosteen’s taken for antioxidant assays. For positive control, vitamin E was
peel and seed on free radical ABTS was compared with amount of used. The results showed that rats given with mangosteen’s peel
trolox (standard), as a consequence, ABTS radical scavenging activity extract exhibited the significant increase (p < 0.05) of enzymatic
was expressed as trolox equivalent antioxidant capacity (TEAC). antioxidants (catalase, superoxide dismutase, glutathione
Okonogi et al. (2007) evaluated ABTS radical scavenging of 95% reductase, and lipid peroxidation levels) compared with no treated-
ethanol extract of mangosteen peel, and the results showed that extract rats group (control group).
had TEAC of 3.00 ± 0.016 (mM/mg), higher than the same extract
of Banana, Coconut, Dragon fruit, Passion fruit, and Long-gong with CONCLUSION
TEAC values of 1.80 ± 0.038, 1.53 ± 0.044, 0.685 ± 0.001, 0.591 ± Mangosteen peel can be considered as the wastes due
0.008, and 0.207 ± 0.002 mM/mg extract, respectively. The same to the consumption of mangosteen fruit. With the potentiality of
results (TEAC value of 3.00 ± 0.016 mM/mg) were also obtained underutilized part of fruit as antioxidant, some scientists have
by Tachakittirungrod et al. (2007). In addition, Surveswaran et al. explored the possibility mangosteen peel as functional food or food
(2007) reported that TEAC value of ethanol extract of mangosteen component with beneficial effects on human health. Mangosteen
peel was 3.91 mM/mg, comparable to that reported by Okonogi peel contained high amount of phenolic compounds, such as
et al. (2007). The TEAC values of ethyl acetate and acetone extracts mangostin and gartanin, which are believed to be responsible for
of mangosteen peel were also reported, i.e., 3.821 and 3.815 μM/ antioxidant activities. Mangosteen peel has been reported to have
ml (Zarena and Sankar, 2009). Xanthoses (mangostins, garcinone-E, antioxidant activities either in vitro or in vivo, having potential to
methoxy-bmangostin, garcimangosone A, garcimangosone B, be developed as food antioxidants.
garcimangosone C) present in mangosteen were reported to be
responsible for this antioxidant activity. ACKNOWLEDGMENTS
We would like to thank the Consortium of World Class
Peroxynitrite scavenging activity Research University for financial support through Program
Peroxynitrite (ONOO-) scavenging activity is Penelitian Kolaborasi Indonesia 2019 with contract number 2053/
analyzed by monitoring the oxidation of dihydrorhodamine 123 UN1.PIII/DIT-LIT/LT/2019.
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